Ashley Heights Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Ashley Heights vacation rentals

A modern living room with a wooden floor, a leopard print rug, a white console table with a lamp, and a large plant.

1. Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays
Southern Pines
9.8 out of 10, Exceptional, (50 reviews)
"Convenient, clean...a really cute place to stay."
United States
Jeffrey S.
$143 nightly
The price is $148
Nov 9 - Nov 10
Total with taxes and fees
Cottage on Ridge- Short & Extended Stays
A bedroom with a bed, a desk, a chair, a ceiling fan, and a view through a glass door.

2. Located in # 6 golf community, close to First Health Moore Regional Hospital.

Located in # 6 golf community, close to First Health Moore Regional Hospital.
Pinehurst
10.0 out of 10, Exceptional, (80 reviews)
"Nice cozy suite, just right for two people. Wife and I were in town for a nearby wedding and stayed here. Excellent place to stay."
United States
Thomas M.
$135 nightly
The price is $153
Nov 7 - Nov 8
Total with taxes and fees
Located in # 6 golf community, close to First Health Moore Regional Hospital.
A single-story house with a gray exterior, white trim, and a front porch.

3. Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
9.8 out of 10, Exceptional, (16 reviews)
"Perfect little place to stay with our dog! Would stay again."
United States
Katrina M.
$155 nightly
The price is $169
Nov 8 - Nov 9
Total with taxes and fees
Walkable Cottage, Pet Friendly with Fenced Patio
A two-story house with a white exterior, a brick chimney, and a covered porch.

4. Upstairs at the Estate - Across from SP Golf Club

Upstairs at the Estate - Across from SP Golf Club
Southern Pines
10.0 out of 10, Exceptional, (48 reviews)
"Great stay, just one night but had everything we needed. Queen beds are very comfortable!"
United States
Gaynell B.
$187 nightly
The price is $193
Nov 9 - Nov 10
Total with taxes and fees
Upstairs at the Estate - Across from SP Golf Club
A compact kitchen with white cabinetry, a built-in sink, and a wooden floor.

5. The Cottage at Knollwood Manor

The Cottage at Knollwood Manor
West Southern Pines
10.0 out of 10, Exceptional, (21 reviews)
"This is a favorite place for us to stay when in Southern Pines. It is lovely, comfortable, the host is very helpful and the location is great. "
United States
Tracey W.
$179 nightly
The price is $202
Nov 8 - Nov 9
Total with taxes and fees
The Cottage at Knollwood Manor
A modern bedroom with a bed, a desk, and a balcony with a chair.

6. The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.8 out of 10, Exceptional, (66 reviews)
"Always a wonderful stay!"
United States
Whitney S.
$221 nightly
The price is $250
Nov 8 - Nov 9
Total with taxes and fees
The Lucky Lie - Entire Condo in Pinehurst
A living room with a sofa, armchair, coffee table, and a view through a glass door to the outside.

7. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.6 out of 10, Exceptional, (15 reviews)
"Great stay"
United States
Lauren
$148 nightly
The price is $167
Nov 9 - Nov 10
Total with taxes and fees
Studio Seven at Pine Valley
A rustic wooden cabin with a black door, a window with colorful mugs, and a welcome mat on the deck.

8. Loft Cottage on Ridge<br>? Short & Extended Stays?

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
9.8 out of 10, Exceptional, (47 reviews)
"Great location in the middle of town but still quiet. It was just what we needed for the weekend. We visit the area regularly and would book again!"
United States
Yasmine G.
$130 nightly
The price is $135
Nov 8 - Nov 9
Total with taxes and fees
Loft Cottage on Ridge<br>? Short & Extended Stays?
A modern kitchen with a white island, yellow bar stools, stainless steel appliances, and large windows with curtains.

9. The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Pinehurst
10.0 out of 10, Exceptional, (54 reviews)
"Very clean, great location, minutes from Pinehurst main complex, perfect for our stay"
United States
James D.
$226 nightly
The price is $255
Nov 8 - Nov 9
Total with taxes and fees
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Interior

10. Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce

Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
Raeford
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful property! I look forward to staying there again for the next horse show. "
United States
Kathryn G.
$383 nightly
The price is $409
Nov 8 - Nov 9
Total with taxes and fees
Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
A modern kitchen with a double sink, a coffee maker, and a variety of snacks on the counter.

11. Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (57 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
$180 nightly
The price is $204
Nov 10 - Nov 11
Total with taxes and fees
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
A wooden chair facing a glass door with a view of trees.

12. Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort

Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
Pinehurst
10.0 out of 10, Exceptional, (9 reviews)
"Great experience, very prompt and responsive owner. Property was clean, well stocked and overall we had an excellent stay. Hoping to book again next year!"
United States
Tom B.
$197 nightly
The price is $222
Dec 1 - Dec 2
Total with taxes and fees
Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
A modern kitchen with white cabinets, a stainless steel refrigerator, a dishwasher, and a microwave. There are two bar stools and a breakfast bar with various items on it.

13. To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (97 reviews)
"Highly recommend this location if you are staying at Pinehurst. Everything was first class all the way, we really enjoyed our stay!"
United States
Marc S. B.
$179 nightly
The price is $202
Nov 8 - Nov 9
Total with taxes and fees
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

14. Isle of the Pines, 1 mile from The Village of Pinehurst!

Isle of the Pines, 1 mile from The Village of Pinehurst!
Pinehurst
10.0 out of 10, Exceptional, (37 reviews)
"Great place, great location, great hosts."
United States
Aaron Z.
$336 nightly
The price is $380
Nov 10 - Nov 11
Total with taxes and fees
Isle of the Pines, 1 mile from The Village of Pinehurst!
Living area

15. Beautiful 1 Bed Condo on Pinehurst Course No.5!

Beautiful 1 Bed Condo on Pinehurst Course No.5!
Pinehurst
9.0 out of 10, Wonderful, (18 reviews)
"Enjoyed our time here!"
United States
Scot W.
$219 nightly
The price is $247
Nov 7 - Nov 8
Total with taxes and fees
Beautiful 1 Bed Condo on Pinehurst Course No.5!
A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

16. The McCaskill Cottage in the Village of Pinehurst!

The McCaskill Cottage in the Village of Pinehurst!
Old Town Pinehurst
10.0 out of 10, Exceptional, (22 reviews)
"My husband and I had a wonderful stay in this home. The house had everything we needed and the location was great!"
United States
Kathy B.
$211 nightly
The price is $239
Dec 7 - Dec 8
Total with taxes and fees
The McCaskill Cottage in the Village of Pinehurst!
A lake with houses and a dock.

17. Stunning Lake front views in Pinehurst with a pool!

Stunning Lake front views in Pinehurst with a pool!
Pinehurst
10.0 out of 10, Exceptional, (113 reviews)
"Great place to stay!"
United States
Jody W.
$258 nightly
The price is $291
Nov 11 - Nov 12
Total with taxes and fees
Stunning Lake front views in Pinehurst with a pool!
A multi-story hotel with a modern facade, multiple windows, and a parking lot in front.

18. StudioRes by Marriott Fayetteville West near Fort Bragg

StudioRes by Marriott Fayetteville West near Fort Bragg
2.0 star property
Fayetteville
8.8 out of 10, Excellent, (33 reviews)
"Love the location…staff was amazing"
United States
Sparkle
$89 nightly
The price is $101
Nov 11 - Nov 12
Total with taxes and fees
StudioRes by Marriott Fayetteville West near Fort Bragg
A covered outdoor seating area with a table, chairs, and a bottle of wine.

19. Short Iron Inn! Walk to Cradle & #2! Best Views!

Short Iron Inn! Walk to Cradle & #2! Best Views!
Pinehurst
$226 nightly
The price is $255
Dec 1 - Dec 2
Total with taxes and fees
Short Iron Inn! Walk to Cradle & #2! Best Views!
A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a large window with a view of the outside.

20. The Perfect Lie in Pinehurst! A golfer's paradise!

The Perfect Lie in Pinehurst! A golfer's paradise!
Pinehurst
9.8 out of 10, Exceptional, (82 reviews)
"Great location"
United States
Launi M.
$235 nightly
The price is $265
Nov 10 - Nov 11
Total with taxes and fees
The Perfect Lie in Pinehurst! A golfer's paradise!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ashley Heights Hotel Reviews

An indoor swimming pool with clear glass walls, lounge chairs, and a view of greenery outside.
Hampton Inn & Suites Southern Pines-Pinehurst

Hampton Inn & Suites Southern Pines-Pinehurst

Hampton Inn & Suites Southern Pines-Pinehurst
Aberdeen

10/10 Excellent

The thermostat was set st 59 degrees when we first got into our room.
United States
Anonymous traveler
Reviewed February 28, 2017
Hampton Inn & Suites Southern Pines-Pinehurst

Find out more about Ashley Heights

Everything you need to know about Ashley Heights vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ashley Heights vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashley Heights vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ashley Heights vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashley Heights. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Ashley Heights in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $100 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ashley Heights rentals

At Expedia, we put the best Ashley Heights vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ashley Heights rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashley Heights vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashley Heights. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Ashley Heights?

Yes, we offer vacation rentals near well known sights in Ashley Heights, or you can go with a secluded option if you want a relaxing place to stay.

What's the top vacation rental that Ashley Heights has to offer?

Pristine Pinehurst #6 home - Gated backyard - 2 min to courses. Handicap Access: This vacation home near Ashley Heights is located next to a golf course and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Ashley Heights?

While exploring the area, visit family-friendly sights like World Golf Hall of Fame, or get outside and enjoy nature at Pinehurst Lake. In the larger area, you’ll find Carolina Horse Park and Mid Pines Golf Club.

What’s a vacation rental in Ashley Heights like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Ashley Heights. Vacation rentals offer extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for families.